Hotels in Chester
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Where to stay in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1006)
8.6/10
Excellent
(1006)
- Within a 15-minute drive of LEGOLAND® New York with an inviting indoor pool.
The price is $88
$88
$104 total
includes taxes & fees
Jan 8 - Jan 9
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
9.2/10
Wonderful
(233)
- Scenic New York escape minutes from LEGOLAND and premium outlets.
The price is $215
$215
$243 total
includes taxes & fees
Jan 6 - Jan 7
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1003)
9.4/10
Exceptional
(1003)
- Cozy hotel near Woodbury Common Premium Outlets with free breakfast and WiFi.
The price is $80
$80
$91 total
includes taxes & fees
Feb 1 - Feb 2
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1003)
8.8/10
Excellent
(1003)
- Relaxing stay near LEGOLAND® New York with seasonal pool and complimentary perks.
The price is $101
$101
$124 total
includes taxes & fees
Jan 11 - Jan 12
Stagecoach Inn
Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
9.6/10
Exceptional
(78)
- Explore charming Goshen with easy access to LEGOLAND® just 5 minutes away.
The price is $219
$219
$270 total
includes taxes & fees
Jan 8 - Jan 9
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (154)
9.8/10
Exceptional
(154)
- A short drive from LEGOLAND® New York, this inn delivers comfort in historic Goshen.
The price is $250
$250
$308 total
includes taxes & fees
Jan 7 - Jan 8
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1031)
9.2/10
Wonderful
(1031)
- Just minutes from Woodbury Common Premium Outlets with pool and free breakfast.
The price is $98
$98
$120 total
includes taxes & fees
Jan 11 - Jan 12
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1006)
8.6/10
Excellent
(1006)
- Warm indoor pool and 24-hour fitness center just minutes from LEGOLAND® New York.
The price is $93
$93
$109 total
includes taxes & fees
Jan 8 - Jan 9
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (698)
8.8/10
Excellent
(698)
- Experience a comfortable stay near LEGOLAND® New York with an indoor pool.
The price is $118
$118
$139 total
includes taxes & fees
Jan 25 - Jan 26
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (963)
8.6/10
Excellent
(963)
- Convenient stay near LEGOLAND® with free amenities for families and business trips.
The price is $103
$103
$121 total
includes taxes & fees
Feb 3 - Feb 4
Americas Best Value Inn at Central Valley-Woodbury
Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1001)
7.2/10
Good
(1001)
- Modern and affordable lodging near outlet mall, with free WiFi and parking.
The price is $80
$80
$98 total
includes taxes & fees
Jan 5 - Jan 6
Natural Getaway at Orchard Farm Lakeside Retreat
Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
Monroe
The price is $92
$92
$225 total
includes taxes & fees
Jan 5 - Jan 6
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (949)
9.4/10
Exceptional
(949)
- Unwind in this tranquil hotel near Legoland, with pool and fitness amenities.
The price is $118
$118
$140 total
includes taxes & fees
Jan 8 - Jan 9
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (1001)
7.0/10
Good
(1001)
- Convenient lodging near LEGOLAND® New York with free breakfast to fuel family fun.
The price is $101
$101
$120 total
includes taxes & fees
Jan 7 - Jan 8
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (749)
9.0/10
Wonderful
(749)
- Stylish extended-stay accommodation with a convenient fitness center and pool.
The price is $165
$165
$198 total
includes taxes & fees
Jan 8 - Jan 9
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (318)
9.4/10
Exceptional
(318)
- Experience vibrant Middletown with easy access to LEGOLAND® New York and local attractions.
The price is $170
$170
$201 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
- Stay by the LEGOLAND® New York theme park and enjoy a refreshing outdoor pool.
The price is $80
$80
$94 total
includes taxes & fees
Jan 11 - Jan 12
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
- Comfortable rooms 15 minutes from LEGOLAND® New York with a relaxing indoor pool.
The price is $104
$104
$122 total
includes taxes & fees
Jan 25 - Jan 26
Days Inn by Wyndham Middletown
Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (677)
6.4/10
(677)
- Convenient drive to LEGOLAND® New York with free breakfast and seasonal pool.
The price is $93
$93
$109 total
includes taxes & fees
Jan 6 - Jan 7
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.2 out of 10, (1003)
6.2/10
(1003)
- Quiet retreat with nearby dining options and easy access to LEGOLAND New York.
The price is $81
$81
$95 total
includes taxes & fees
Jan 12 - Jan 13
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Chester
Apartment
Family friendly
Pet friendly
Cottage
When is the best time to visit Chester?
When is the best time to visit Chester?Our prices for hotels in Chester are cheapest in December
When is the best time to visit Chester?
When is the best time to visit Chester?
Our prices for hotels in Chester are cheapest in December
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for January.
Typical weather for Chester
January
High 1°C / low -6°C. Snow likely.
View properties in January 1°
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
3°
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
8°
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
14°
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
21°
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
25°
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
29°
July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
28°
August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
24°
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
17°
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
10°
November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
5°
December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
Monthly weather averages (˚C)
Top landmarks in Chester
Learn more about Chester
Chester is well-known for its attractions such as Castle Fun Center and The Rock Sports Complex. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Goosepond Mountain State Park and Museum Village.
Check out reviews of Chester hotels guests love
Courtyard by Marriott Mahwah
10/10 Excellent
"Parking was good. We didn’t have breakfast but we definitely thought the service to our stay was amazing. Our stay was smooth and pleasant. "
Sleep Inn & Suites Middletown - Goshen
10/10 Excellent
"clean super safe lady at front desk was very helpful "
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
"Great service. Great price. "
Crowne Plaza Suffern - Mahwah by IHG
10/10 Excellent
"I had a great stay at the Crowne Plaza. The room was very clean, and the entire property was spotless and well maintained. The staff was consistently friendly and welcoming. It whole experience even better. The bathroom was spacious and exceptionally clean, and the shower had strong water pressure, making for a very enjoyable bath. The mattress was amazing and the bed sheets had a very pleasant smell of lavender. Overall, a comfortable and pleasant stay. I would definitely recommend it if you plan to stay in Orange or RocklandCounty - NY."
Homewood Suites by Hilton Mahwah
10/10 Excellent
"Great stay overall! The staff was great, professional and courteous willing to help whenever needed.
The only negative thing I could think of is the water pressure in the shower, it is quite low but that's a minor issue for most people. "
Holiday Inn Express Ramsey-Mahwah by IHG
10/10 Excellent
"Very good hotel! Recommended for families."
Overlook Lodge at Bear Mountain
10/10 Excellent
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
Hampton Inn by Hilton Middletown
10/10 Excellent
"Yes"
Hampton Inn & Suites Mahwah
10/10 Excellent
" Cleaniness, staff. "
Frequently asked questions
What accommodations do travelers recommend in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a property that our guests really like.
Can I book refundable hotels in Chester?
If you're looking for the flexibility to change your plans to Chester, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I consider staying in Chester if I'm looking for a budget-friendly accommodation?
An inexpensive option worth considering is Holiday Inn Express Hotel & Suites Chester by IHG.
Where can I stay in Chester if I want a vacation rental instead of a hotel?
Browse 10 vacation homes on our site.
What will the weather in Chester be like during my vacation?
July and August are typically the warmest months in Chester when the average temp is 70°F. January and February are the coldest months when the average temperature is 32°F. July and October are the months with the most rain.
Why should I book my Chester hotel with Hotels.com?
There are lots of reasons to book your Chester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.